Applied Systems Executive and Leadership Team

August, 2026

Leadership Overview

Applied Systems has 5 executives leading key functions including strategy, technology, marketing, finance, and foundational operations.

Driven by a commitment to digital transformation, Applied Systems delivers cloud-based software solutions that empower insurance agencies and brokerages to optimize workflows and achieve sustainable growth across global markets.

Leadership Roles at Applied Systems

  • Chief Executive Officer - Taylor Rhodes
  • Chief Financial Officer - Brittany Smith
  • President & Founder - Henry Orejuela
  • Chief Technology Officer - Keith Olson
  • Chief Marketing Officer - Courtney Rains
  • Taylor Rhodes - Chief Executive Officer

    Taylor Rhodes, the Chief Executive Officer at Applied Systems, directs the overarching corporate strategy and global vision for the organization. Rhodes oversees the expansion of cloud-based software solutions across North America and Europe, ensuring the company maintains a competitive edge in the insurance technology sector. By aligning product development with the evolving needs of insurance brokerages, the Chief Executive Officer drives operational excellence and long-term value creation. Taylor Rhodes fosters collaboration across all departments to accelerate innovation and market penetration. This leadership role involves constant engagement with the Board to refine business objectives and scale the platform to meet international demand. Through rigorous focus on customer success and technological advancement, the Chief Executive Officer secures the company's position as a premier provider of agency management systems. Rhodes maintains a clear trajectory for growth, ensuring that every strategic initiative supports the broader mission of modernizing insurance operations worldwide.
    Taylor Rhodes

    Brittany Smith - Chief Financial Officer

    Brittany Smith, the Chief Financial Officer at Applied Systems, manages the financial health and fiscal strategy of the organization. Smith oversees capital allocation, budgeting, and financial reporting to ensure the company maintains the resources necessary for continuous innovation in the insurance software space. By evaluating investment opportunities and monitoring operational costs, the Chief Financial Officer supports the company's expansion across the United States, Canada, and international markets. Brittany Smith collaborates with the executive team to assess the financial impact of strategic initiatives and long-term growth plans. This leadership role involves maintaining rigorous compliance standards and optimizing financial processes to improve overall efficiency. Through the management of fiscal performance, the Chief Financial Officer provides the stability required to sustain the company's market position. Smith drives financial discipline, ensuring that all business activities align with the overarching goal of delivering high-value cloud solutions to insurance agencies and brokerages worldwide.
    Brittany Smith

    Henry Orejuela - President & Founder

    Henry Orejuela, the President & Founder at Applied Systems, provides the foundational vision and long-term strategic guidance for the company's operations in the insurance technology sector. Orejuela oversees the preservation of the company's core values while identifying new opportunities for market influence and product evolution. By maintaining deep relationships with key industry stakeholders, the President & Founder ensures that the organization remains responsive to the changing needs of insurance brokerages across North America and Europe. Henry Orejuela advises the executive team on historical context and strategic direction, fostering a culture of innovation that has defined the company since its inception. This leadership role involves high-level oversight of corporate governance and the pursuit of long-term sustainability. Through the promotion of excellence in software development and customer service, the President & Founder secures the company's legacy as a pioneer in the insurance software industry. Orejuela drives the mission forward, ensuring that the organization continues to deliver impactful solutions to its global customer base.

    Keith Olson - Chief Technology Officer

    Keith Olson, the Chief Technology Officer at Applied Systems, architects the cloud infrastructure and software engineering roadmap that powers the company's insurance management platforms. Olson manages the development teams responsible for building scalable, secure, and high-performance applications for global insurance brokerages. By integrating advanced data analytics and automation into the core product suite, the Chief Technology Officer enhances the efficiency of agency workflows across the United States, Canada, and international markets. Keith Olson collaborates closely with product management to translate complex industry requirements into robust technical solutions. This leadership role demands constant monitoring of emerging technologies to ensure the platform remains at the forefront of the insurance software industry. Through the implementation of agile development methodologies, the Chief Technology Officer optimizes the software delivery lifecycle. Olson drives the technical vision, ensuring that the infrastructure supports the high-volume demands of a diverse, global customer base while maintaining rigorous security standards.

    Courtney Rains - Chief Marketing Officer

    Courtney Rains, the Chief Marketing Officer at Applied Systems, directs the global brand strategy and demand generation initiatives for the company's cloud-based insurance software. Rains oversees the development of targeted campaigns that communicate the value of agency management systems to brokerages throughout North America and Europe. By analyzing market trends and customer feedback, the Chief Marketing Officer shapes the narrative around digital transformation in the insurance sector. Courtney Rains manages the alignment between marketing efforts and sales objectives to drive revenue growth and market share expansion. This leadership role involves coordinating with product teams to launch new features and services that resonate with the specific needs of insurance professionals. Through the execution of data-driven marketing strategies, the Chief Marketing Officer strengthens the company's reputation as an industry leader. Rains ensures that all communications reflect the core mission of providing innovative, reliable technology solutions to a global audience of insurance providers.

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    Frequently Asked Questions Regarding Applied Systems Top Executives and Leadership Team

    Who leads Applied Systems?
    Applied Systems is led by Taylor Rhodes (Chief Executive Officer), along with executives such as Brittany Smith (Chief Financial Officer) and Henry Orejuela (President & Founder).
    Who is part of Applied Systems’s executive team?
    The executive team of Applied Systems includes leaders such as Taylor Rhodes (Chief Executive Officer), Brittany Smith (Chief Financial Officer), Henry Orejuela (President & Founder) and other senior executives.
    How many executives does Applied Systems have?
    Applied Systems has 5 executives leading key business areas.
    What roles are included in Applied Systems’s leadership team?
    The leadership team of Applied Systems includes roles such as Chief Executive Officer, Chief Financial Officer, President & Founder, Chief Technology Officer, Chief Marketing Officer.